Benzene → HCID 13044098, compound

Participants

Reaction Steps

A solution of 1.7 g. of (20S)-21-hydroxy-20-methylpregna-4,6-dien-3-one in 80 ml. of dry benzene was treated with 1.45 g. of dichlorodicyano and then heated under reflux for 10 hours. The resulting suspension was filtered under suction, the filtrate was washed with 5% sodium hydroxide, then with water and dried over sodium sulfate. The residue obtained by evaporation was taken up in methylene chloride and filtered through a column of 10 g. of aluminum oxide. From the filtrate, 1 g. of crude crystals were obtained, were recrystallized from ether to give (20S)-21-hydroxy-20-methylpregna-1,4,6-trien-3-one, m.p. 156°-157°. This was shown to be identical to the compound obtained in Example 8 according to its thin layer chromatogram mixture, melting point and infrared spectrum.

Provenance & Evidence